US5880143A - Wood preservative - Google Patents

Wood preservative Download PDF

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Publication number
US5880143A
US5880143A US08/836,254 US83625497A US5880143A US 5880143 A US5880143 A US 5880143A US 83625497 A US83625497 A US 83625497A US 5880143 A US5880143 A US 5880143A
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United States
Prior art keywords
wood
acid
water
impregnating
test
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US08/836,254
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Inventor
Reimer Goettsche
Reiner Kober
Uwe Kardorff
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BASF SE
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BASF SE
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Assigned to BASF AKTIENGESELLSCHAFT reassignment BASF AKTIENGESELLSCHAFT ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GOETTSCHE, REIMER, KARDORFF, UWE, KOBER, REINER
Priority to US09/190,123 priority Critical patent/US6211218B1/en
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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • A01N37/04Saturated carboxylic acids or thio analogues thereof; Derivatives thereof polybasic
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/343Heterocyclic compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/38Aromatic compounds
    • B27K3/40Aromatic compounds halogenated
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/50Mixtures of different organic impregnating agents

Definitions

  • dimethylalkylamines for example in the form of salts of long-chain monocarboxylic acids, can be used for application in oily, solvent-containing wood preservatives (EP 147 976).
  • dimethylalkylamine, tridemorph, fenpropimorph, a water-insoluble acid and a water-soluble acid can be used as water-soluble concentrates in wood preservation (DE-A-3 736 298).
  • the novel wood preservatives are water-miscible and, on dilution of the concentrates with water, form clear to slightly opaque solutions.
  • the aqueous solutions (impregnating solutions) obtained after dilution of the concentrates with water have a pH of from 4 to 8, preferably from 5 to 7.
  • the aqueous impregnating solutions obtained are distinguished by the fact that the active components penetrate very effectively into the wood to be impregnated and thus result in effective wood preservation.
  • a dimethylalkylamine is an N,N-dimethyl-N-alkylamine whose alkyl radical contains, for example, 6 to 20 carbon atoms. Dimethylalkylamines having 12 or 14 carbon atoms in the alkyl radical are preferred. In addition to the pure dimethylalkylamines, mixtures, for example mixtures of dimethyl-C 12 -alkylamine and dimethyl-C 14 -alkylamine (dimethyl-(C 12 /C 14 -alkylamine), may also be used.
  • the novel wood preservatives contain C 8 -C 20 -dicarboxylic acid, preferably C 8 -C 14 -dicarboxylic acids.
  • Suitable dicarboxylic acids are, for example, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, brassylic acid and thapis acid. Sebacic acid is particularly advantageously used.
  • Propiconazole, penconazole, cyproconazole, hexaconazole and tebuconazole are particularly advantageously used.
  • Triazoles may be present not only in the form of the free base but also in the form of a metal salt complex or as an acid addition salt.
  • the novel wood preservative additionally contains morpholine derivatives, preferably the fungicidal active ingredients fenpropimorph (4- 3-(4-tert-butylphenyl)-2- methylpropyl!-cis-2,6-dimethylmorpholine), fenpropidin (N- 3(4-tert-butylphenyl)-2-methylpropyl!diperidine or tridemorph (N-tridecyl-2,6-dimethylmorpholine) or salts thereof.
  • morpholine derivatives preferably the fungicidal active ingredients fenpropimorph (4- 3-(4-tert-butylphenyl)-2- methylpropyl!-cis-2,6-dimethylmorpholine), fenpropidin (N- 3(4-tert-butylphenyl)-2-methylpropyl!diperidine or tridemorph (N-tridecyl-2,6-dimethylmorpholine) or salts thereof.
  • Fenpropimorph is particularly advantageously used.
  • Fenpropimorph, fenpropidin or tridemorph and the triazoles are preferably used in a weight ratio of from 0.5:1 to 10:1, preferably from 1:1 to 5:1, in particular from 2:1 to 3:1.
  • novel wood preservative additionally contains a water-insoluble monocarboxylic acid or a salt thereof.
  • Suitable water-insoluble monocarboxylic acids are, for example, a straight-chain aliphatic monocarboxylic acid of 5 to 20 carbon atoms, such as hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid or decanoic acid, or a branched aliphatic monocarboxylic acid, such as 2-ethylhexanoic acid, 2-ethylheptanoic acid, isooctanoic acid, isoheptanoic acid, isononanoic acid, versatic acid or neocarboxylic acid (more highly branched monocarboxylic acids).
  • Other water-insoluble monocarboxylic acids eg. sorbic acid, benzoic acid, or cyclohexanecarboxylic acid, may also be used.
  • 2-Ethylhexanoic acid is particularly advantageously used.
  • novel wood preservatives may additionally contain boron compounds, eg. boric acid, alkali metal borates or boric esters, as diffusable components. This additionally results in an improvement in the activity in the protection from blue rot and mold.
  • boron compounds eg. boric acid, alkali metal borates or boric esters
  • novel wood preservatives contain in general
  • dimethylalkylamine in particular dimethyl-(C 12 /C 14 ) alkylamine
  • morpholine derivatives in particular fenpropimorph
  • Water and solvents serve here, inter alia, for better handling, for example adjustment of the viscosity, acceleration of the dissolution of the concentrates in water. Some of the solvents are simultaneously required for dissolving the triazoles.
  • the concentrates obtained may be present in liquid homogeneous form, as a paste or in solid form.
  • organic solvents are water-soluble or water-miscible polar solvents, for example glycols (ethylene glycol, propylene glycol), glycol ethers (ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, glycol ether acetates (butylglycol acetate), N-alkylpyrrolidones (N-methylpyrrolidone), alcohols, dimethylformamide, acethylformamide and dimethyl sulfoxide.
  • glycols ethylene glycol, propylene glycol
  • glycol ethers ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, glycol ether acetates (butylglycol acetate)
  • N-alkylpyrrolidones N-methylpyrrolidone
  • alcohols dimethylformamide, acethylformamide and dimethyl sulfoxide.
  • Hydroxycarboxylic acids eg. tartaric acid or maleic acid
  • the abovementioned formulations may be combined with further active ingredients, which, if required, are incorporated with suitable additional emulsifiers.
  • Suitable components of the mixture are, for example, the following compounds:
  • sulfenamides such as dichlofluanid, tolylfluanid, folpet, fluorfolpet;
  • benzimidazoles such as carbendazim, benomyl, fuberidazoles, thiabendazoles or salts thereof;
  • thiocyanates such as thiocyanatomethylthiobenzothiazole, methylene bisthiocyanate,
  • quaternary ammonium compounds such as benzyldimethyltetradecylammonium chloride, benzyldimethyldodecylammonium chloride or didecyldimethylammonium chloride;
  • iodine derivatives such as diiodomethyl p-tolyl sulfone, 3-iodo- 2-propinyl alcohol, 4-chlorophenyl-3-iodopropargylformal, 3-bromo-2,3-diiodo-2-propenyl ethyl carbonate, 2,3,3-triiodoallyl alcohol, 3-bromo-2,3-diiodo-2-propenyl alcohol, 3-iodo-2-propynyl -n-butyl carbamate, 3-iodo-2-propynyl-n-hexyl carbamate, 3-iodo-2-propinylcyclohexyl carbamate, 3-iodo-2-propynylphenyl carbamate, 0-1-(6-iodo-3-oxohex-5-ynyl)-butyl carbamate, sic!, 0-1-(6-i
  • bromine derivatives such as 2-bromo-2-nitro-1,3-propanediol, 2-bromo-2-bromomethylglutaronitrile;
  • isothiazolinones such as N-methylisothiazolin-3-one, 5-chloro-N-methylisothiazolin-3-one, 4,5-dichloro-N-octyl- isothiazolin-3-one, N-octylisothiazolin-3-one;
  • benzisothiazolinones such as 4,5-trimethylisothiazol-3-one
  • pyridines such as 1-hydroxy-2-pyridinethione (and their Na, Fe, Mn and Zn salts), tetrachloro-4-methylsulfonylpyridine;
  • metal soaps such as tin, copper and zinc naphthenate, octoate, 2-ethylhexanoate, oleate, phosphate and benzoate.
  • Organotin compounds for example tributyltin (TBT) compounds, dialkyldithiocarbamates, such as Na and Zn salts of dialkyldithiocarbamates, tetramethylthiuram disulfide;
  • TBT tributyltin
  • dialkyldithiocarbamates such as Na and Zn salts of dialkyldithiocarbamates, tetramethylthiuram disulfide
  • nitriles such as 2,4,5,6-tetrachloroisophthalodinitrile
  • benzothiazoles such as 2-mercaptobenzothiazole
  • insecticides The following may be preferably added as insecticides:
  • phosphoric esters such as azinphos-ethyl, azinphos-methyl, 1-(4-chlorophenyl)-4-(0-ethyl, S-propyl)phosphoryloxypyrazole sic! chlorpyrifos, coumaphos, demeton, demeton-S-methyl, diazinon, dichlorvos, dimethoate, ethoprophos, etrimfos, fenitrothion, fenthion, heptenophos, parathion, parathion-methyl, phosalone, phoxim, pirimiphos-ethyl, pirimiphos-methyl, profenofos, prothiofos, sulfprofos, triazophos and trichloron;
  • carbamates such as aldocarb, bendiocarb, 2-(1-methylpropyl)phenylmethyl carbamate, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, cloethocarb, isoprocarb, methomyl, oxamyl, primicarb, promecarb, propoxur und thiocarb;
  • organosilicon compounds preferably dimethyl(phenyl)silylmethyl 3-phenoxybenzyl ethers, such as dimethyl(4-ethoxyphenyl)silylmethyl 3-phenoxybenzyl ether, or (dimethylphenyl)silylmethyl 2-phenoxy-6-pyridylmethyl ethers, such as dimethyl(9-ethoxyphenyl) silylmethyl 2-phenoxy-6-pyridylmethyl ether, or (phenyl)-3-(3-phenoxyphenyl)propyl! (dimethyl)silanes, e.g.
  • pyrethroids such as allethrin, alphamethrin, bioresmethrin, byfenthrin, cycloprothin, cyfluthrin, decamethrin, cyhalothrin, cypermethrin, deltamethrin, ⁇ -cyano-3-phenyl-2-methylbenzyl 2,2-dimethyl-3-(2-chloro-2- trifluoromethylvinyl)cyclopropane carboxylate, fenpropathrin, fenfluthrin, fenvalerate, flucythrinate, flumethrin, fluvalinate, permethrin, resmethrin and tralomethrin;
  • nitroimines and nitromethylenes such as 1- (6-chloro-3-pyridyl)methyl!-4,5-dihydro-N-nitro-1H- imidazole-2-amine (midacloprid), N- (6-chloro-3-pyridyl)- methyl-!N'-cyano-N'-methylacetamide.
  • compositions in the area of wood preservation covers for example:
  • molds eg. Aspergillus niger
  • Basidiomycetes eg. Serpula lacrymans, Coniophora tenuna.
  • the application concentration and application rate depend on the degree of danger to the wood, on secondary wood products or the cellulose-containing materials and also on the method of application.
  • the application concentration of the concentrate in the impregnating solution is in general from 0.1 to 50, preferably from 0.2 to 20%, by weight, and the application rate is, for example, from 0.2 to 40, preferably from 0.5 to 20, kg/m 3 .
  • the undiluted concentrate is generally used (e.g. plywood, particle boards, bagasse boards).
  • Small dip tanks of structural steel ST 37 are produced and are sandblasted on the inside, said tanks having the following dimensions: height 11 cm, side length 8 cm each (2 mm thick steel sheets). Surface rust formation is achieved by exposure to rain or by artificial sprinkling with water.
  • these tanks After rinsing out with tap water and drying, these tanks are filled with the application solution (500 ml), the discoloration and the appearance of the solution and of the tank are checked after 7 days, the change in pH is measured and in addition the content of dissolved or emulsified iron is determined analytically after coarser constituents have been filtered off.
  • the application solution 500 ml
  • the discoloration and the appearance of the solution and of the tank are checked after 7 days
  • the change in pH is measured and in addition the content of dissolved or emulsified iron is determined analytically after coarser constituents have been filtered off.

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  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
US08/836,254 1994-11-23 1995-11-11 Wood preservative Expired - Lifetime US5880143A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US09/190,123 US6211218B1 (en) 1994-11-23 1998-11-12 Wood preservative

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4441672.5 1994-11-23
DE4441672A DE4441672A1 (de) 1994-11-23 1994-11-23 Holzschutzmittel
PCT/EP1995/004434 WO1996015885A1 (de) 1994-11-23 1995-11-11 Holzschutzmittel

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US09/190,123 Division US6211218B1 (en) 1994-11-23 1998-11-12 Wood preservative

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US08/836,254 Expired - Lifetime US5880143A (en) 1994-11-23 1995-11-11 Wood preservative
US09/190,123 Expired - Lifetime US6211218B1 (en) 1994-11-23 1998-11-12 Wood preservative

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US09/190,123 Expired - Lifetime US6211218B1 (en) 1994-11-23 1998-11-12 Wood preservative

Country Status (10)

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US (2) US5880143A (de)
EP (1) EP0793564B1 (de)
JP (1) JP3871341B2 (de)
AT (1) ATE204223T1 (de)
AU (1) AU688162B2 (de)
CA (1) CA2206991C (de)
DE (2) DE4441672A1 (de)
DK (1) DK0793564T3 (de)
NZ (1) NZ295684A (de)
WO (1) WO1996015885A1 (de)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6110950A (en) * 1998-03-05 2000-08-29 Buckman Laboratories International Inc. Microbicidal compositions and methods using synergistic combinations of propiconazole and 2-mercaptobenzothiazole
US6547864B1 (en) * 2002-09-10 2003-04-15 Michael Howard West Zinc oxide-dimethylalkylamine salt wood protection composition
US6623552B1 (en) * 2002-11-12 2003-09-23 Michael Howard West Aluminum salt-amine complex UV inhibitor for wood
US6652921B2 (en) * 2000-12-16 2003-11-25 Nutrinova Nutrition Specialties & Food Ingredients Gmbh Wood containing fixed sorbic acid or sorbic acid salts
US20050107376A1 (en) * 2002-03-01 2005-05-19 Eberhard Ammermann Fungicidal mixtures based on prothioconazole
US20060057300A1 (en) * 2004-09-10 2006-03-16 Chemical Specialities, Inc. Emulsion compositions for wood protection
FR2922138A1 (fr) * 2007-10-12 2009-04-17 Arc Nucleart Groupement D Inte Procede de stabilisation ionique d'un materiau comprenant du bois a l'aide de produits tensio-actifs d'origine naturelle
US20090211487A1 (en) * 2005-06-29 2009-08-27 Union Carbide Cheimcals & Plastics Technology Llc. Corporation Trust Center Wood Preservative Composition
US20110111245A1 (en) * 2008-04-30 2011-05-12 Paul Stuart Warburton Antisapstain compositions comprising a haloalkynl compound, an azole and an unsaturated acid

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AU2387297A (en) * 1996-04-19 1997-11-12 Dr. Wolman Gmbh Process for treating wood against infection by moulds harmful to wood
US5902820A (en) * 1997-03-21 1999-05-11 Buckman Laboratories International Inc. Microbicidal compositions and methods using combinations of propiconazole with dodecylamine or a dodecylamine salt
NZ506589A (en) * 1998-03-05 2003-02-28 Buckman Labor Inc Microbicidal compositions and methods using synergistic combinations of propiconazole and 2-mercaptobenzothiazole
WO2004043148A1 (en) * 2002-11-12 2004-05-27 Mattersmiths Holdings Limited Methods of treating substrates and compositions therefor
JP5112734B2 (ja) * 2007-04-10 2013-01-09 花王株式会社 第4級アンモニウム塩組成物
EP2033520A1 (de) * 2007-09-07 2009-03-11 Cognis IP Management GmbH Verwendung biozider Zusammensetzungen zur Holzerhaltung
FI122723B (fi) * 2007-12-03 2012-06-15 Kemira Oyj Koostumus ja menetelmä puun käsittelemiseksi
FR2939068A1 (fr) * 2008-12-01 2010-06-04 Intace Internat Sarl Procede pour lutter contre le bleuissement du bois
GB201010439D0 (en) 2010-06-21 2010-08-04 Arch Timber Protection Ltd A method
GB201119139D0 (en) 2011-11-04 2011-12-21 Arch Timber Protection Ltd Additives for use in wood preservation
RU2528680C2 (ru) * 2012-10-02 2014-09-20 Российская Федерация, От Имени Которой Выступает Министерство Промышленности И Торговли Российской Федерации Водорастворимый фунгицидный состав для древесины и древесных материалов
RU2528475C2 (ru) * 2012-10-02 2014-09-20 Российская Федерация, От Имени Которой Выступает Министерство Промышленности И Торговли Российской Федерации Органорастворимый фунгицидный состав для древесины и древесных матералов
US11312038B2 (en) 2014-05-02 2022-04-26 Arch Wood Protection, Inc. Wood preservative composition
JP2016124849A (ja) * 2015-01-08 2016-07-11 株式会社ザイエンス 防カビ組成物、木質材料の防カビ処理方法、および、木質材料
NL2021269B1 (nl) * 2018-07-09 2020-01-16 Van Swaay Schijndel B V Constructief element

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Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6110950A (en) * 1998-03-05 2000-08-29 Buckman Laboratories International Inc. Microbicidal compositions and methods using synergistic combinations of propiconazole and 2-mercaptobenzothiazole
US6652921B2 (en) * 2000-12-16 2003-11-25 Nutrinova Nutrition Specialties & Food Ingredients Gmbh Wood containing fixed sorbic acid or sorbic acid salts
US20050107376A1 (en) * 2002-03-01 2005-05-19 Eberhard Ammermann Fungicidal mixtures based on prothioconazole
US9179677B2 (en) * 2002-03-01 2015-11-10 Basf Aktiengesellschaft Fungicidal mixtures based on prothioconazole
US6547864B1 (en) * 2002-09-10 2003-04-15 Michael Howard West Zinc oxide-dimethylalkylamine salt wood protection composition
US6623552B1 (en) * 2002-11-12 2003-09-23 Michael Howard West Aluminum salt-amine complex UV inhibitor for wood
WO2004043661A2 (en) * 2002-11-12 2004-05-27 Michael Howard West Aluminum salt-amine complex uv inhibitor for wood
WO2004043661A3 (en) * 2002-11-12 2004-12-29 Michael Howard West Aluminum salt-amine complex uv inhibitor for wood
WO2006031743A3 (en) * 2004-09-10 2006-11-09 Chemical Specialties Inc Emulsion composition for wood protection
EP1796469A2 (de) * 2004-09-10 2007-06-20 Chemical Specialities Inc. Emulsionszusammensetzung für den holzschutz
US7850771B2 (en) * 2004-09-10 2010-12-14 Viance, Llc Emulsion compositions for wood protection
AU2005284978B2 (en) * 2004-09-10 2011-03-24 Chemical Specialties, Inc. Emulsion composition for wood protection
EP1796469A4 (de) * 2004-09-10 2013-01-09 Viance Llc Emulsionszusammensetzung für den holzschutz
US20060057300A1 (en) * 2004-09-10 2006-03-16 Chemical Specialities, Inc. Emulsion compositions for wood protection
US20090211487A1 (en) * 2005-06-29 2009-08-27 Union Carbide Cheimcals & Plastics Technology Llc. Corporation Trust Center Wood Preservative Composition
US7740692B2 (en) * 2005-06-29 2010-06-22 Union Carbide Chemicals & Plastics Technology Llc Wood preservative composition
FR2922138A1 (fr) * 2007-10-12 2009-04-17 Arc Nucleart Groupement D Inte Procede de stabilisation ionique d'un materiau comprenant du bois a l'aide de produits tensio-actifs d'origine naturelle
US20110111245A1 (en) * 2008-04-30 2011-05-12 Paul Stuart Warburton Antisapstain compositions comprising a haloalkynl compound, an azole and an unsaturated acid
US8435643B2 (en) 2008-04-30 2013-05-07 Arch Timber Protection Limited Antisapstain compositions comprising a haloalkynl compound, an azole and an unsaturated acid

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DE4441672A1 (de) 1996-05-30
EP0793564A1 (de) 1997-09-10
DK0793564T3 (da) 2001-10-08
CA2206991A1 (en) 1996-05-30
AU688162B2 (en) 1998-03-05
JPH10509103A (ja) 1998-09-08
ATE204223T1 (de) 2001-09-15
JP3871341B2 (ja) 2007-01-24
DE59509520D1 (de) 2001-09-20
AU3928295A (en) 1996-06-17
US6211218B1 (en) 2001-04-03
WO1996015885A1 (de) 1996-05-30
CA2206991C (en) 2007-01-02
EP0793564B1 (de) 2001-08-16
NZ295684A (en) 1998-07-28

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